Sidewalk Style: High on the Hill

Terri McCullough, 39

What she’s wearing: Sonya Madden cashmere wrap, Liz Lange for Target dress, Belle by Sigerson Morrison boots, her mother’s brooch.

When are you due? And where do you shop for cute maternity clothing?
“Maternity wear has not evolved as much as I’d like. What you’re really looking for is comfort and style.” McCullough cites London-based line Isabella Oliver and Liz Lange’s maternity line (“she does a great job of keeping the clothes accessible”) as her favorites. She adds that Diane von Furstenberg tops her list: “I had the pleasure of meeting her [on the Hill] while wearing one of her dresses.” McCullough is due April 23.

Where do you like to shop?
“Barneys, Cusp, Shopbop.com, and J. Crew—when I can wear normal clothes. There are a bunch of little boutiques I’m always trying to get to, such as Sugar and Periwinkle.”

You have so much going on. What are your style challenges?
“Between getting a child dressed and preparing for the amount of work that day, getting yourself ready becomes a lower priority. We may or may not have the time or energy to maintain and refine a sense of personal style!”

Speaker Pelosi must be a style inspiration.
“I have a boss with amazing personal style. More than that, she has the ability to multitask. She’s comfortable, elegant, and ready to take on the world.”

What are your thoughts on Hill style?
“People do a good job of mixing comfort and presentability. You don’t want to be known for what you wear as much as what you’re capable of doing. However, there are ways to do both.”

Rachel says:
Women—pregnant or not—can take a cue from Terri’s easy and chic office-appropriate look. She tops simple black basics with a cozy cashmere wrap to beat office chill (you know how it goes in the summer!) while upping the style ante with on-trend boots that would work equally well under jeans or pants. The brooch is a great final touch; plus, being able to wear something that connects you to someone you love or an experience you treasure is one of the great joys of personal style.